Synthesis and photodynamic effects of new porphyrin/4-oxoquinoline derivatives in the inactivation of S. aureus

New porphyrin/4-oxoquinoline conjugates were synthesized from the Heck coupling reaction of a β-brominated porphyrin with 1-allyl-4-oxoquinoline derivatives, followed by demetallation and deprotection affording the promising photosensitizers 9a – e . Singlet oxygen studies have demonstrated that all...

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Published in:Photochemical & photobiological sciences 2019, Vol.18 (8), p.1910-1922
Main Authors: Sagrillo, Fernanda Savacini, Dias, Cristina, Gomes, Ana T. P. C., Faustino, Maria A. F., Almeida, Adelaide, de Souza, Alan Gonçalves, Costa, Amanda Rodrigues Pinto, da Costa Santos Boechat, Fernanda, de Souza, Maria Cecília Bastos Vieira, Neves, Maria G. P. M. S., Cavaleiro, José A. S.
Format: Article
Language:English
Subjects:
Biochemistry
Biomaterials
Bromination
Chemistry
Conjugates
Cytotoxicity
Deactivation
Derivatives
Inactivation
Photodynamic therapy
Photosensitization
Physical Chemistry
Plant Sciences
Singlet oxygen
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Summary:New porphyrin/4-oxoquinoline conjugates were synthesized from the Heck coupling reaction of a β-brominated porphyrin with 1-allyl-4-oxoquinoline derivatives, followed by demetallation and deprotection affording the promising photosensitizers 9a – e . Singlet oxygen studies have demonstrated that all the porphyrin/4-oxoquinoline conjugates 9a – e were capable of producing cytotoxic species and found to be excellent photosensitizing agents in the inactivation of S. aureus by the antimicrobial photodynamic therapy (aPDT) protocol.
ISSN:1474-905X
1474-9092
DOI:10.1039/c9pp00102f